Hi H.,
I went through the same think when I was pregnant with #3. This is what I did, I bought cute black cotton stretch pants from Target. They're not maternity, they are just in the regular clothes section. They always have them and usually in different colors. They are flare (so it doesn't look like you are wearing sweats or p.j.'s), and go with any basic maternity shirts. I wore them the whole time I was pregnant, so it's kind of like the cute athletic look. Then, if I had somewhere to go other than preschool or the grocery store where I didn't want to look too casual, I put on the dreaded uncomfortable maternity jeans that never stay up. With the stretchy pants, it was nice to know I actually wasn't wearing maternity pants, and they are perfect too for the few weeks after you have the baby when you are not ready for regular clothes. Another plus is they usually have them in capri style for warmer weather too. I realized the more comfortable you are, the better you feel and look. Good luck!